Location: Leesburg
Do Not Show Listings
1125 CABALLO RD, LEESBURG, FL 34748
$1,295,0003 Days on yellowkey MLS ID: G5112512
Bed: 4 Bath: 3.5 Gar: 4 Liv Area Sq Ft: 3278 Built: 2008 Tax: $6,499 (2025)Community: Acreage & UnrecSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,499
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: One or more photo(s) has been virtually staged. Experience the ultimate in luxury country living with this exceptional 5-acre private estate, where sophistication, comfort, and resort-style amenities blend seamlessly. Beyond the gated entrance, a winding driveway leads to a grand circular drive highlighted by an elegant fountain, creating a truly unforgettable arrival experience.Meticulously maintained and move-in ready, this stunning residence offers more than 3,200 square feet of thoughtfully designed living space, featuring 4 spacious bedrooms, 3.5 bathrooms, soaring 10-foot ceilings, tray ceilings, extensive crown molding, and energy-efficient Icynene insulation throughout. The expansive living areas are enhanced by a whole-home surround sound system with a dedicated media closet, creating the perfect setting for both entertaining and everyday living.At the heart of the home, the gourmet chef’s kitchen is designed to impress with antique-painted soft-close cabinetry, granite countertops, a large center island with pull-out shelving, a walk-in pantry, and premium KitchenAid stainless steel appliances, including a double oven.Designed with both luxury and functionality in mind, the property offers exceptional space for car enthusiasts, RV owners, and hobbyists alike. The spacious 4-car garage is fully air-conditioned and features professionally finished epoxy floors, while the impressive 30’ x 50’ climate-controlled garage provides ample room for RV storage, boats, recreational vehicles, or a workshop.Step outside into your own private resort-style retreat. The screened lanai showcases a sparkling pool complete with a water slide and fountain, alongside a fully equipped outdoor kitchen featuring a built-in grill, double-drawer cooler, and outdoor shower for effortless entertaining. Just beyond the pool area, a custom deck surrounds a majestic granddaddy oak tree, offering a peaceful place to relax and unwind.The beautifully landscaped grounds were thoughtfully designed for both recreation and relaxation, featuring a Disney-inspired playground with slides, a rock wall, playhouse, and zipline, as well as a fire pit and potting shed with dedicated gardening space.Additional highlights include a fully fenced 6-foot perimeter fence, two private golf driving holes, a whole-home Generac propane generator, a brand-new roof installed in 2025, and an upgraded HVAC system. Combining timeless elegance with unmatched lifestyle amenities, this extraordinary estate offers a rare opportunity to enjoy refined country living at its finest. Call today to schedule your private showing.
Listing is courtesy of: FLAMINGO REAL ESTATE & MNGMT (352-689-1000)
Listing Agent: Robbie Shoemaker (352-661-5733)
2314 BUTLER ST, LEESBURG, FL 34748
$231,1003 Days on yellowkey MLS ID: OM724745
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 912 Built: 1947 Tax: $2,542 (2025)Community: Leesburg Hillside ManorSingle Family
Taxes:$2,542
Elementary School: Leesburg Elementary
High School: Leesburg High
Middle School: Oak Park Middle
Remarks: This charming, move-in-ready, 2-bed, 1-bath home with freshly painted interior rooms & detached one-car garage in central Florida, Leesburg, offers a unique combination of privacy, modern upgrades, and traditional character. Features: a 2019 roof, NO HOA, sits on .27 ACRE, & Located on a Quiet, dead-end street, a large, fully fenced backyard with no northern neighbors, providing a peaceful, private retreat. Interior & Upgrades INCLUDE, living room/dining room combo, Original Hardwood classic flooring throughout (tile in wet areas); Modern Recessed canned lighting in the living/dining areas, under-cabinet lighting in the kitchen, & ceiling fans in the bedrooms, & hall linen closet. Your Kitchen is equipped with neutral cabinetry & stainless steel appliances, including a dishwasher, stove, microwave, refrigerator, pantry, & a nook area for eating or working from home! A large laundry closet is located in the kitchen. For your comfort & techy side- you have a Nest thermostat & insulated attic for heating & cooling savings & a new Electric InstaHot water heater! This is an extremely clean and meticulously maintained home with an Exterior, lovely screened-in front porch: Ideal for relaxing with coffee or wine. The Detached Garage with a metal roof is perfect for car & workshop space. Enjoy the outdoors on your irrigated lawn with professional landscaping and a Fully Fenced Backyard for your furry friends! This Large, private backyard features beautiful shrubs and a cozy fire pit for evening enjoyment. You will be situated close to Leesburg, with quick access to the Villages and Clermont. Minutes from hospitals, schools, Beacon College, parks, and the new community water park in Leesburg. With its blend of modern comfort and classic appeal, this home is ready for immediate occupancy. Make a full price offer, and the seller will contribute $5000 to the buyer's closing costs!
Listing is courtesy of: UNLOCK REALTY GROUP INC (470-509-3301)
Listing Agent: Louann Papp (352-613-4532)
274 ANN ROSE WAY, LEESBURG, FL 34748
$325,000162 Days on yellowkey MLS ID: O6368500
REDUCED by $35,000 (9.7%) on 05/15/2026
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2202 Built: 2025Monthly Fee: $18 Tax: $253 (2025)Community: Arbor ParkSingle Family
Taxes:$253
Remarks: Welcome to this brand-new, move-in ready two-story home in beautiful Leesburg, Florida, ideally situated on a desirable corner lot and offered with valuable buyer incentives. This spacious 4-bedroom, 2.5-bath residence features a thoughtfully designed layout with comfortable living spaces and modern finishes throughout. Buyers can take advantage of closing cost assistance with approved lenders, making homeownership more affordable. Additional incentives are available for buyers who close within 30 days and are subject to program guidelines. The two-story design provides separation between living and sleeping areas, offering privacy and flexibility for families, remote work, or entertaining. With four bedrooms and two-and-a-half bathrooms, there is ample space to accommodate a variety of lifestyles. The corner-lot setting enhances curb appeal and outdoor possibilities. Residents will enjoy access to impressive resort-style community amenities, including a swimming pool with cabanas, pickleball courts, nature trails, tot playground, dog park, and open green spaces. Community pavilions with benches create ideal spaces for gatherings, relaxation, and outdoor enjoyment. Located in Leesburg, this home offers convenient access to local parks, lakes, shopping, dining, medical facilities, and major roadways connecting to Mount Dora, The Villages, and the greater Orlando area. Leesburg blends small-town charm with modern conveniences and outdoor recreation. Schedule your private showing today and experience the space, value, and lifestyle this exceptional new Leesburg home. Call for additional details.
Listing is courtesy of: ADAMS HOMES REALTY, INC (850-469-0977)
Listing Agent: Justin Derazza (352-455-9989)
2700 WESTSIDE DR, LEESBURG, FL 34748
$500,00011 Days on yellowkey MLS ID: O6409123
REDUCED by $15,000 (2.9%) on 05/28/2026
Bed: 2 Bath: 3.0 Liv Area Sq Ft: 3390 Built: 2022 Tax: $6,129 (2025)Community: SouthSpa: NoSingle Family
Taxes:$6,129
Remarks: Come see 2700 Westside Dr, a residence with functional living, including a fireplace and a kitchen featuring an island and accent backsplash. The kitchen also provides all stainless steel appliances, complementing the primary bathroom's double sinks and separate tub and shower. Exterior living includes a covered patio and ground pool. This home brings modern comfort and appeal. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
313 PALO VERDE DR, LEESBURG, FL 34748
$100,000110 Days on yellowkey MLS ID: O6380700
INCREASED by $25,000 (33.3%) on 05/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1280 Built: 1974Monthly Fee: $392 Tax: $1,027 (2025)Community: Hawthorne At Leesburg A CoopMobile Home
Taxes:$1,027
Remarks: Welcome to 313 Palo Verde Drive, a charming 2-bed, 2-bath residence nestled in the heart of Hawthorne at Leesburg one of Central Florida’s most sought-after maintenance-free, active adult communities. Step inside to discover bright, easy-care laminate flooring, an inviting Florida room perfect for relaxing or entertaining, and a well-appointed kitchen with generous storage and workspace. NO LOT RENT. NEW AC replaced 6 years ago! The primary suite boasts a large walk-in closet and built-in storage, while the guest suite features a convenient Jack-and-Jill bath all designed for effortless living and comfort. Live the Ultimate Resort-Style Lifestyle: This community isn’t just a place to live it’s a vibrant lifestyle. Spend your days boating from your private marina with direct access to the Harris Chain of Lakes, perfect for every level of water enthusiast. The golf-cart-friendly streets invite you to explore with ease, whether you’re headed to the clubhouse or meeting friends for a game. Enjoy a robust amenity package that includes: Tennis and pickleball courts, Shuffleboard courts, Community pool & spa, Fitness center, Clubhouse with social events & activities, Marina & secure boat/RV storage, Golf cart-accessible community roads …and so much more designed for fun, fitness, and friendship. With HOA-included water, sewer, lawn care, emergency services, and a calendar full of clubs, classes, and activities, you’ll have more time to enjoy the things you love. Perfectly positioned for Florida leisure living, this home offers the best of comfort, convenience, and community, making every day feel like a getaway.
Listing is courtesy of: NEW HEIGHTS REALTY GROUP (407-934-0305)
Listing Agent: Daniel Rodriguez (407-934-0305)
8725 TREASURE ISLAND RD, LEESBURG, FL 34788
$329,900145 Days on yellowkey MLS ID: G5106215
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1390 Built: 1982 Tax: $2,142 (2025)Community: Silver Lake EstatesSingle Family
Taxes:$2,142
Remarks: Short term Owner Financing make this a RARE opportunity to acquire a wooded 4.87-acre Agricultural-zoned property in a highly convenient Leesburg location. Think Horses, Cows or Chickens. Tucked away for privacy, yet less than 1 mile from County Road 44, this parcel offers the ideal balance of rural living with quick access to town amenities. The property is 3.2 miles to Lake Sumter State College and just 6 miles to the public boat ramp on the world-class Harris Chain of Lakes, renowned for excellent bass fishing. It's only 9 miles to the two best hospitals in the area; UF Health in Leesburg and Advent Health Waterman in Tavares. The existing 1,390 sq ft concrete block residence was impacted by a lightning strike in June 2025, resulting in a fire that destroyed the interior. Only the concrete block shell remains—the roof, all interior walls, kitchen cabinetry, and plumbing fixtures have been removed. This presents a clean slate for your custom floor plan. There is plenty of room to add floorspace in all directions. A great opportunity to create your own country estate. Owner occupants, investors or builders, here's your head start to create something outstanding. Instant savings include greatly reduced impact fees because of the pre-existing 3 Bedroom, 2 Bath Home, a private well and a septic system. The future owner could potentially live on site in an RV or a camper while reconstructing the main house. Additional features include a 720 sq ft detached barn and mostly fenced acreage, suitable for agricultural use, animals, or future improvements. With mature trees, usable land, and strong location fundamentals, this property offers exceptional potential for redevelopment or a custom rural homestead close to lakes, education, and major roadways.
Listing is courtesy of: COLDWELL BANKER HUBBARD HANSEN (352-394-4031)
Listing Agent: Richard Bisaillon (407-257-9972)
3600 MOUNT HOPE LOOP, LEESBURG, FL 34748
$305,0009 Days on yellowkey MLS ID: G5112627
0 Days Off yellowkey (back on 5/27/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1868 Built: 2006Monthly Fee: $180 Tax: $1,983 (2025)Community: Plantation/Leesburg Glendale VSpa: NoSingle Family
Taxes:$1,983
Remarks: Under contract-accepting backup offers. Welcome to the lifestyle you’ve been dreaming about in the beautiful Golf Course Community of Plantation at Leesburg! Just bring your suitcase and start enjoying the comfort, beauty, and endless amenities this resort-style community has to offer. This beautifully maintained and fully furnished 2-bedroom, 2-bath home with a spacious office, craft room, or optional guest room offers 1,868 square feet of relaxed Florida living designed for both comfort and entertaining. From the moment you walk inside, you’ll fall in love with the bright open floor plan, high ceilings, spacious living areas, and warm inviting feel throughout the home. The large living room flows effortlessly into the formal dining room, creating the perfect setting for hosting family and friends. Beautiful laminate flooring adds warmth and elegance, while ceramic tile flooring in the dining room, kitchen, and laundry room offers easy maintenance. The kitchen is a true centerpiece featuring gorgeous granite countertops, a pantry, and stainless steel appliances that look practically brand new. Step outside and enjoy not one, but two wonderful lanai spaces — an enclosed lanai with acrylic windows for year-round enjoyment and an additional screened lanai perfect for relaxing evenings, morning coffee, or weekend BBQs with friends. The spacious primary suite is your own private retreat with direct access to the lanai, a huge walk-in closet, the main bath offers double sinks with granite countertops, and an oversized walk-in shower. Guests will appreciate the comfortable second bedroom with double closets, while the versatile office/craft room with built-in desk can easily serve as an additional guest room. Plantation shutters throughout the home add timeless style and charm. Additional updates include a NEW ROOF in 2022, HVAC in 2017, and a spacious 2-car garage with beautiful epoxy-finished flooring. Located in the peaceful Glendale Village neighborhood, lawn maintenance is included, allowing you to truly relax and enjoy the quiet surroundings without the constant noise of lawn equipment. Living in Plantation at Leesburg means enjoying an incredible resort lifestyle every single day. Residents enjoy two 18-hole golf courses, three clubhouses, three swimming pools, tennis courts, pickleball, shuffleboard, fitness rooms, billiards, sauna, restaurant, golf shop, walking paths, fishing dock, RV storage, and 24-hour gated security. There are endless clubs and activities including theater, woodworking, biking, bowling, writers groups, social clubs, and so much more. Perfectly located just 1.5 miles from The Villages — without the high prices — and conveniently close to shopping, hospitals, restaurants, and Florida’s Turnpike, this home offers easy access to both east and west coast beaches. Discover the perfect blend of comfort, elegance, and active resort-style living in one of Central Florida’s most desirable communities.
Listing is courtesy of: CENTURY 21 CARIOTI (407-566-0555)
Listing Agent: Bonnie Valentine Pa (352-530-5685)
2103 VINE ST, LEESBURG, FL 34748
$169,90081 Days on yellowkey MLS ID: O6389211
2 Days Off yellowkey (back on 5/27/2026)
REDUCED by $10,000 (5.6%) on 05/19/2026
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 868 Built: 1954 Tax: $459 (2025)Community: Leesburg Lakewood ParkSingle Family
Taxes:$459
Remarks: Under contract-accepting backup offers. LOCATION! LOCATION! LOCATION! Charming single-family home located in the heart of Leesburg, offering a great opportunity for homeowners or investors seeking a property with convenience and potential. This cozy residence features 2 bedrooms, 1 bathroom, and approximately 868 square feet of living space, situated on a generous lot of about 0.26 acres, the home provides a functional layout and plenty of outdoor space to enjoy Florida living. ? The spacious yard offers room for gardening, outdoor entertaining, or future improvements. With a quiet residential setting, this property provides a comfortable environment while remaining close to major conveniences, shopping, dining, schools, and recreational amenities throughout the Leesburg area. Very nice semi Remodeled House with a beautiful fenced land 135 X 73 FT It Is Downtown Area, Don’t miss it Opportunity!
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Jina Zabbara (407-873-6654)
100 E OAK TERRACE DR #A2, LEESBURG, FL 34748
$150,00016 Days on yellowkey MLS ID: O6407728
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1518 Built: 1980Monthly Fee: $550 Tax: $1,324 (2026)Community: Leesburg Coach Houses At Leesbug CondoCondo
Taxes:$1,324
Tax Year: 2026
Remarks: ***Seller offering $5,000 in concession*** The open-concept living area seamlessly connects the living room, dining area, and stunning kitchen. The kitchen is an entertainer's dream, boasting stainless steel appliances that add a modern touch. With ample cabinet space, the kitchen provides both functionality and style, making meal preparation a delightful experience. Step into the spacious master bedroom with a spacious walk-in closet and private bathroom. The condo also offers a second well-proportioned bedroom, perfect for guests or a home office, providing versatility to suit your lifestyle. The two bathrooms are tastefully designed, combining practicality with a touch of luxury. The home also features a brand new water heater. One of the standout features of this condo are the screened in patio and the attached one-car garage, providing secure parking and additional storage space. Each condo comes with additional storage space in the attic located on the second floor. Seller Offering $5,000 in Concessions! Use it toward your closing costs, down payment, or even a rate buy-down to help make homeownership more affordable. Don’t miss this opportunity — schedule your showing today!
Listing is courtesy of: OLIVER MOSLEY REALTY INC (407-495-2794)
Listing Agent: Shelly Osborne Llc (407-319-4053)
1031 MELLATHON CIR, LEESBURG, FL 34748
$899,0006 Days on yellowkey MLS ID: G5112201
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2555 Built: 1993 Tax: $6,211 (2025)Community: Leesburg East LeesburgSpa: YesSingle Family
Taxes:$6,211
Remarks: One or more photo(s) has been virtually staged. Exquisite Waterfront Estate on Lake Harris with Birdcage Enclosed Pool, In-Law Suite, Private Dock and Boat Slip! Welcome to this rare opportunity on picturesque Mellathon Circle, where stunning modern and historic estates line the shores of Lake Harris. Part of the renowned Harris Chain of Lakes, this breathtaking waterway offers over 75,000 acres of freshwater world-class fishing, boating, and endless recreation. Homes in this exclusive community rarely come available—don’t miss your chance! This stately waterfront home features three bedrooms and two baths on the main level, plus a private upstairs in-law suite with its own full bath and private entrance—ideal for extended family, guests, or multi-generational living. Step inside through a grand mosaic-tiled entrance into the formal living room, where soaring views of the sparkling pool and Lake Harris immediately captivate. The open-concept family room and designer kitchen with delightful bowed cabinets, create the perfect entertaining space, highlighted by a beautiful gas fireplace. A spacious formal dining room easily accommodates large gatherings and your favorite festive furnishings. The luxurious primary suite is a true retreat, complete with private sliders to the pool area, walk-in closet, and a spa-like ensuite bath featuring a separate shower, separate water closet, deep soaking tub and decorative stained glass window. Just steps away awaits your private oasis: a resort style enclosed in-ground pool with sweeping lake views—the ultimate spot for year-round relaxation and entertaining. Beyond the pool, enjoy direct lake access with a dock, covered boat lift, jet-ski dock, and convenient fish-cleaning station. Outdoor enthusiasts will love the generous ¾-acre lot, which includes a large matching two-story barn, a spacious storage shed, and an RV-sized carport with plenty of additional parking for boats, trailers, and toys. Best of all—no HOA! Nearby Venetian Gardens is just minutes away and offers an incredible array of lakefront amenities for residents to enjoy: waterfront dining, scenic walking trails, volleyball courts, spacious picnic areas, a community building, a full-service marina, boat club, and multiple boat launch put-in areas. Conveniently located just minutes from The Villages with world-class shopping, dining, entertainment, and medical facilities, and approximately 1 hour to Orlando attractions, Orlando International Airport or sandy coastal beaches. This exceptional waterfront estate combines modern comforts, timeless charm, and unparalleled lake living. Schedule your private showing today and make this dream property yours!
Listing is courtesy of: KELLER WILLIAMS CORNERSTONE RE (352-369-4044)
Listing Agent: Diane Smallwood (352-787-4325)
308 SUNNYSIDE DR, LEESBURG, FL 34748
$340,000388 Days on yellowkey MLS ID: G5096774
REDUCED by $10,000 (2.9%) on 05/07/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2168 Built: 1940 Tax: $1,690 (2024)Community: Sunset ParkSpa: YesSingle Family
Taxes:$1,690
Tax Year: 2024
Middle School: Carver Middle
Remarks: Under contract-accepting backup offers. The buyers failed to preform, so this unique 4-bedroom estate, is back on the market. where Mediterranean architecture and modern touches combine to create a private oasis. Nestled on beautifully landscaped grounds, this one-of-a-kind property offers a serene escape with exceptional amenities. From the moment you arrive, you're greeted by pathways that wind through flowering gardens and lead to vibrant plants and trees—a sensory experience in every season. The main residence showcases 1450 square feet with rich stucco walls, spacious living areas, and a fireplace in the living room. The formal dining room offers ideal settings for both quiet evenings and grand entertaining with french doors that go to a screened in porch. In the primary suite there is a set of sliding glass doors that lead to your private hot tub surrounded by tropical plants. Step outside and enjoy your own private resort: a sparkling pool bordered by a privacy wall and custom cabana, perfect for lounging or private dining. Guests will feel pampered in the detached 718 square foot guest house, complete with its own kitchenette and full bath with walk in shower...offering comfort, privacy, and style. Whether you're exploring the garden trails or hosting unforgettable gatherings under the stars, this exceptional home is more than a residence—it's a lifestyle. Brand new electrical updates including a breaker box, tankless water heater and GFCI outlets.
Listing is courtesy of: COLDWELL BANKER VANGUARD LIFESTYLE REALTY (800-948-0938)
Listing Agent: Joseph Bosbous (321-246-1306)
103 ROYAL PALM DR, LEESBURG, FL 34748
$148,50053 Days on yellowkey MLS ID: G5110684
REDUCED by $10,500 (6.6%) on 05/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1312 Built: 1977Monthly Fee: $397 Tax: $1,740 (2025)Community: Hawthorne At Leesburg A CoopManufactured Home
Taxes:$1,740
Remarks: Welcome to 103 Royal Palm Drive. A warm, welcoming retreat where comfort meets thoughtful design and every detail has been carefully considered. Offering 1,312 square feet of beautifully updated living space, this charming 2-bedroom, 2-bath home invites you to slow down, settle in, and truly enjoy where you live. A beautiful paver driveway (2024) creates excellent curb appeal from the moment you arrive and continues seamlessly along the side yard to the back porch, providing both style and functionality. Just beyond, a welcoming Florida room entry sets the tone, an inviting space filled with natural light that’s perfect for greeting guests, enjoying your morning coffee, or simply easing into the day. From there, step inside and feel the difference. The solid, upgraded subfloors and stylish luxury vinyl plank flooring (2022) create a sense of quality underfoot, while natural light pours through brand-new windows (2023), giving the home a bright and airy feel. Updated lighting with dimmers (2023) allows you to set just the right mood. At the heart of the home, the kitchen is designed to bring friends and family together. Featuring rich solid wood cabinetry with convenient pull-out shelves, stainless steel appliances (Refrigerator 2025), sleek Corian countertops, it’s a space that’s as functional as it is inviting, perfect for everything from morning coffee to holiday gatherings. Thoughtfully placed pendant light fixtures hang above the peninsula and over the sink, adding both style and warm, focused lighting to the space. The spacious primary suite offers a peaceful escape, complete with a custom-built walk-in closet and a beautifully updated en-suite bathroom featuring a walk-in shower for comfort and ease. The guest bathroom includes a tub, thoughtfully designed to accommodate both relaxation and accessibility. (Both bathrooms are ADA compliant.) Step outside and discover even more to love. The large, screened porch is perfect for morning breezes or evening conversations and beyond it, a private wooded backyard offers a serene, natural setting with added privacy, making it the perfect place to unwind. With major updates already completed, including a membrane roof (2023) with new trim (2023), HVAC system (2019), and tankless water heater (2016), this home offers not just beauty, but peace of mind.................Hawthorne at Leesburg is an active, resident owned, 55+ cooperative, waterfront, gated community, with beautifully landscaped grounds, lakes with illuminated fountains and a relaxing and comfortable gazebo. The affordable monthly maintenance fee of $397 includes water, sewer, lawn mowing, private emergency services and storage space for recreational vehicles, boats, trailers and much more! The beautiful clubhouse is complete with a full-time program coordinator, more than 100 different activities and seating for 550. It has a hospitality lounge, card rooms, craft rooms, billiard room, fitness center, library, fine arts room and many more. There is excellent fishing, outdoor geo-thermally heated pool and two enclosed therapeutic pools. Hawthorne boasts a private marina monitored by an electronic security system with over 120 boat slips and access to the Harris Chain of Lakes and beyond.
Listing is courtesy of: HAWTHORNE RESIDENTS COOPERATIVE ASSOCIATION INC. (352-360-6226)
Listing Agent: Maria Crisostomo (352-626-2914)
30437 ORANGE DR, LEESBURG, FL 34748
$800,00046 Days on yellowkey MLS ID: G5110964
REDUCED by $29,900 (3.6%) on 05/27/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2665 Built: 1925 Tax: $6,208 (2025)Community: Cisky ParkSingle Family
Taxes:$6,208
Remarks: Welcome to this beautifully renovated 3-bedroom, 2-bathroom lakefront home with a detached 1-bedroom, 1-bath cottage, ideally located in Leesburg’s desirable Sunnyside area. As you step inside the main home, you’re greeted by original refinished hardwood floors, 5-inch baseboards, and an open-concept layout filled with natural light. A wall of windows frames breathtaking views of Lake Harris, while the stone wood-burning fireplace creates a warm and inviting focal point in the living room. The upgraded kitchen is designed to impress, featuring stone countertops, stainless steel appliances, a spacious island, and a striking backsplash that ties the space together beautifully. Both bathrooms in the main home have been thoughtfully updated with tiled showers, built-in benches, new vanities, and modern fixtures, offering a clean and contemporary feel. Outdoor living is just as impressive, with wide open lake views from both the main house and cottage patios—perfect for relaxing or entertaining while enjoying the peaceful waterfront setting. The detached cottage offers exceptional versatility and can serve as a short- or long-term rental, in-law suite, or private guest retreat. It features its own open floor plan, a full kitchen with stone countertops, ample cabinetry, and serene lake views from inside. Major updates have already been completed, including new roofs in 2023, repiping and rewiring of both the main home and cottage in 2021, a kitchen renovation in 2023, and new double-pane windows in the Florida room, giving peace of mind to the next owner. Conveniently located just 10 minutes from shopping and dining, this property is perfectly suited as a primary residence, vacation home, or income-producing opportunity. Schedule your private showing today and experience the best of lakefront living.
Listing is courtesy of: CENTURY 21 ALTON CLARK (352-728-2121)
Listing Agent: Regina Rodriguez (352-269-0450)
2927 TANGERINE CT, LEESBURG, FL 34748
$139,900179 Days on yellowkey MLS ID: V4946146
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1288 Built: 1988Monthly Fee: $245 Tax: $1,875 (2025)Community: Leesburg Royal Oak EstatesSpa: NoTownhouse
Taxes:$1,875
Remarks: ASIS GREAT INVESTMENT OPPORTUNITY OR FIRST TIME HOME OWNERSHIP WITH PRESTIGE WATER VIEWS! Very motivated Seller ready for offers! Two bedrooms with beautiful view of pond from upstairs balconies. Convenient half bath downstairs with washer/ dryer hook up. Breakfast bar, Kitchen with appliances, dining and spacious living room. As you enter this unit a screened patio welcomes you home. Two reserved car parking spaces conveniently located around the corner. This townhome has been renter occupied for many years producing an income to owner. This location attracts a lot of tenants looking to enjoy the great entertainment offered by The Villages area. Gated community with swimming pool, club house and fitness center. Enjoy summer days by the pool with your family and friends. Many restaurants and shops nearby. Only a few minutes from Brownwood Square in The Villages!
Listing is courtesy of: COLDWELL BANKER COAST REALTY (386-275-1000)
Listing Agent: Luciana Beck (352-267-0342)
10679 GOOSE PRAIRIE RD, LEESBURG, FL 34788
$349,00014 Days on yellowkey MLS ID: G5112418
INCREASED by $25,000 (7.7%) on 05/26/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1971 Built: 1976 Tax: $3,274 (2025)Community: N/ASingle Family
Taxes:$3,274
Remarks: 3 bedroom/2 bath. Privacy and space. Great house on 2.5 acres. Includes new roof prior to closing. Pictutes represent a work in progress. Some furniture and clothing remain from previous owner. All of these items will be removed and home will be professionally cleaned shortly. Close to Lake Square Mall and downtown Eustis.
Listing is courtesy of: TREE FROG REALTY, LLC (352-383-1213)
Listing Agent: Ben Champion (352-383-1213)
187 JACARANDA DR, LEESBURG, FL 34748
$79,00051 Days on yellowkey MLS ID: G5110829
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1056 Built: 1974Monthly Fee: $397 Tax: $972 (2025)Community: Hawthorne At Leesburg A CoopMobile Home
Taxes:$972
Remarks: Under contract-accepting backup offers. Step into comfort and ease in this beautifully cared-for, fully furnished home that instantly feels welcoming from the moment you arrive. With its charming curb appeal, durable vinyl siding, and stamped concrete driveway, the home is framed by thoughtfully designed, low-maintenance landscaping, so you can spend more time enjoying and less time maintaining. Imagine starting your mornings with coffee on the screened porch or unwinding in the sunlit, glass-enclosed Florida room, a perfect space to relax, read, or gather with friends. Inside, fresh new carpet flows through the spacious living and dining areas, creating a cozy yet open setting for everyday living and special moments alike. The dining room shines with a classic chandelier and built-in cabinetry, adding both character and functionality. The kitchen is clean, well-maintained, and ready for home-cooked meals and conversation. Retreat to the comfortable primary suite, complete with a walk-in closet and a private bath featuring an easy-access walk-in shower. The guest bedroom is equally inviting, with nearby access to a full bath with a tub, ideal for visitors or family. Both bathrooms are generously sized and ADA compliant, offering added comfort and accessibility. A spacious laundry area, along with a separate workshop or storage space, provides flexibility for hobbies, projects, or extra organization. With a roof-over and an HVAC system installed in 2006, this home offers peace of mind along with its undeniable charm. Whether you’re looking for a full-time residence or a seasonal escape, this home is more than just a place to live, it’s a place to truly feel at home..................Hawthorne at Leesburg is an active, resident owned, 55+ cooperative, waterfront, gated community, with beautifully landscaped grounds, lakes with illuminated fountains and a relaxing and comfortable gazebo. The affordable monthly maintenance fee of $397 includes water, sewer, lawn mowing, private emergency services and storage space for recreational vehicles, boats, trailers and much more! The beautiful clubhouse is complete with a full-time program coordinator, more than 100 different activities and seating for 550. It has a hospitality lounge, card rooms, craft rooms, billiard room, fitness center, library, fine arts room and many more. There is excellent fishing, outdoor geo-thermally heated pool and two enclosed therapeutic pools. Hawthorne boasts a private marina monitored by an electronic security system with over 120 boat slips and access to the Harris Chain of Lakes and beyond.
3639 WESTOVER CIR, LEESBURG, FL 34748
$299,900151 Days on yellowkey MLS ID: W7881684
REDUCED by $10,100 (3.3%) on 04/06/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1709 Built: 2006Monthly Fee: $180 Tax: $2,357 (2025)Community: PlantationSingle Family
Taxes:$2,357
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. PRICE JUST UPDATED TO SELL! NEW ROOF! NEW HVAC! NEW EXTERIOR PAINT! MOVE-IN READY! Welcome to this beautifully maintained single-family home nestled in the sought-after Plantation at Leesburg, a vibrant 55+ active community in Leesburg, Florida, about 40 to 45 minutes from Orlando and major attractions.This charming residence offers 2 bedrooms, 2 bathrooms, and a versatile den—perfect for a home office, hobby room, or guest space. It has an open floor plan with a spacious Great Room that flows seamlessly into a screened lanai, ideal for relaxing or entertaining. The formal dining room connects to the lanai through sliding doors, creating an airy indoor-outdoor living experience. The kitchen features a walk-in pantry and ample number of cabinets. The Primary bedroom has an en-suite bathroom and dual walk-in closets. The 2-car garage has a tandem golf cart parking or workshop space. As an extra perk, the home is located across from Hermitage Hall, one of the three clubhouses in the subdivision where residents can enjoy access to a heated pool, fitness center, pickleball courts, tennis courts, and a wide array of activities. The Plantation at Leesburg boasts 36 holes of championship golf, pickleball courts, a softball diamond, and an on-site restaurant—making it a hub for recreation and social connection. This home offers the perfect blend of comfort, convenience, and community living. Whether you're seeking a peaceful retreat or an active lifestyle, this home delivers it all. Schedule your showing today!
Listing is courtesy of: SANDPEAK REALTY (727-232-2192)
Listing Agent: Rubi Teicher (813-943-5748)
24001 ROBINWOOD ST, LEESBURG, FL 34748
$289,90017 Days on yellowkey MLS ID: A4693502
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2188 Built: 2004Monthly Fee: $180 Tax: $4,874 (2025)Community: Plantation At Leesburg Riverside Village LtSingle Family
Taxes:$4,874
Remarks: Located in the highly sought-after 55+ community of The Plantation, this spacious 2BR/2.5BA home with a den offers incredible value. Designed with comfort and privacy in mind, both bedrooms feature private en-suite bathrooms, making it ideal for guests or dual owner suites. The home includes a 2-car garage, a recently replaced water heater, and all appliances will convey. Enjoy resort-style amenities including pools, golf courses, fitness center, tennis, pickleball, on-site restaurant, and hobby rooms. Excellent opportunity to personalize a well-maintained home in one of Leesburg's premier active adult communities! This home is priced to sell and won't last, schedule your showing today!
Listing is courtesy of: JOSEPH WALTER REALTY LLC (248-294-7850)
Listing Agent: Scott Fader (248-294-7850)
500 NEWELL HILL RD #101A, LEESBURG, FL 34748
$68,00094 Days on yellowkey MLS ID: G5108494
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1134 Built: 1975 Tax: $1,041 (2025)Community: Leesburg Chesterbrook CondoCondo
Taxes:$1,041
Elementary School: Beverly Shores Elem
Remarks: RETIRE THE LAWN TOOLS AND WEEDWHACKERS!!! — a quiet, well-kept 55+ community just minutes from downtown Leesburg, The Villages, and the sparkling waters of Lake Griffin on the renowned Chain of Lakes. This beautifully updated 2-bedroom, 2-bathroom ground-floor condo offers comfort, convenience, and a relaxed Florida lifestyle. Step inside to an inviting open floor plan with premium ceramic tile in the kitchen, baths and living areas for added durability and style. As an end-unit you will enjoy extra privacy and a peaceful setting. The enclosed patio provides the perfect spot to unwind on warm afternoons — a cozy indoor-outdoor retreat you can enjoy year-round. Parking is just steps from your front door, making daily living effortless. Chesterbrook residents enjoy a friendly, active community with amenities that include: A refreshing community pool A welcoming clubhouse A convenient bathhouse Shuffleboard courts for leisurely afternoons You’ll love the unbeatable location — close to restaurants, shopping, medical facilities, and only a short 15-minute drive to all the entertainment and conveniences of The Villages. Outdoor lovers will appreciate quick access to the Chain of Lakes for boating, fishing, and scenic adventures. The condo fee covers water, sewer, trash, and grounds maintenance, giving you true low-maintenance living. Community roof replacement is already underway. Whether you’re looking for a comfortable full-time home or a smart investment opportunity, this move-in-ready condo checks all the boxes. Come see why Chesterbrook is such a special place to call home.
Listing is courtesy of: RE/MAX PREMIER REALTY (352-735-4060)
Listing Agent: James Donovan (352-552-8195)
9217 HARRIS HAWK DR, LEESBURG, FL 34788
$311,490172 Days on yellowkey MLS ID: O6366355
1 Days Off yellowkey (back on 5/27/2026)
REDUCED by $2,000 (0.6%) on 05/05/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1589 Built: 2025Monthly Fee: $100 Tax: $3,856 (2025)Community: Silver Lake PointeSpa: NoSingle Family
Taxes:$3,856
Elementary School: Treadway Elem
Remarks: One or more photo(s) has been virtually staged. Under Construction. Ready for the Florida lifestyle? You'll love living at Silver Lake Pointe, where you'll be just minutes from all the shopping, dining, and entertainment with convenient access to downtown Leesburg and Mount Dora. Plus, you'll have three major lakes and beautiful Silver Lake right in your backyard, and plenty of nearby parks and golf courses offering endless recreational options! Get ready to enjoy the sunny days ahead at the future on-site amenities, which include a swimming pool, cabana, and playground. The Portland is the perfect floor plan to embrace the Florida lifestyle. In this home, guests are greeted by a covered entry that leads to a spacious living area on the main level. No matter where you are in this space, the open floor plan is an excellent place to entertain family and friends. The kitchen island allows for natural flow throughout the main level, keeping the kitchen as the focal point of the home. Two spacious bedrooms share a bathroom on the main level, and the true showstopper of this home is the primary suite, which offers the ultimate in luxury and privacy. It has everything you need with double vanities, a large walk-in closet, and a separate shower. This home is an oasis built for your lifestyle!
Listing is courtesy of: SM FLORIDA BROKERAGE LLC (770-365-2982)
Listing Agent: Jason Walzer (407-537-2883)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.